Yes. Having lived through an era, where I was thinking of going to graduate school and was strongly discouraged because I would never be able to do anything but teach in a city college … Ah ha ha, life has changed!
How has a failure, or apparent failure, set you up for later success? Do you have a favourite failure?
Question
What advice would you give your twenty-year-old self, and what should they ignore?
Time & hindsight
Question
If you could change one thing about yourself, what would it be?
Identity & self
Question
What is the most important lesson life has taught you?
Time & hindsight
Question
What made you decide to stop something you were known for, and how did you know it was time?
Time & hindsight
Question
What is your favourite side project?
Craft & work
Question
What are you unwilling to optimise?
Values & belief
In the end, I had to pay $3.3 million dollars to buy back that 90%.
Essay on sive.rs, Derek Sivers, 27 May 2009 source ↗
Others on this question
View all 77 →
Elinor Ostrom
Political economist; laureate of the Sveriges Riksbank Prize in Economic Sciences, 2009
Recorded
Adam Smith, Telephone interview recorded immediately after the prize announcement, Nobel Prize Outreach, 12 October 2009
source ↗
Robert S. Langer
Biomedical engineer; Institute Professor at MIT
In fact, what I usually say to people, “Probably some of the most successful scientists are the ones that know how to deal with failure well.” Because it’s easy to feel good when you succeed. That’s an easy thing. But you’re probably going to fail in science a lot more than you succeed, so you really have to learn how to deal with it and not let it beat you.
Hiroshi Mikitani
Founder, chairman and chief executive of Rakuten
My “act first” process is not foolproof. It can result in mistakes. In other areas of my business, we’ve changed policies that drew criticism from our customers, launched services too early, and pursued acquisitions that failed to close. But I consider these necessary risks, taken in the pursuit of innovation. In business, there will always be ideas that fail and projects that disappoint. But we learn these things by acting.
Francis Collins
American physician-scientist
about 95% of the experiments we do are total failures, and that’s because we’re out there on the leading edge of what’s possible, and most of the time it isn’t quite possible.
Recorded
Academy of Achievement, Academy of Achievement interview, Bethesda, Maryland, 1 April 2000
source ↗
More from Derek Sivers
View profile →Yeah, anybody asks me about it, my advice was always, do not do it. In fact, it still is. Somebody just asked me last week, I was like, do not do it.
So for years I kept calling myself an entrepreneur until one day I realized like, wait a second, this is expired! Like somebody who is an athlete in high school can’t keep calling himself an athlete forever.
My mentor heard it and said, “Derek, you’re just not a singer. You really need to stop trying. Admit you’re a songwriter, and find a real singer.”
I read that at a key fork in the road moment for me where I just sold CD Baby and had a ton of money. I was like, “What to do now?” And I read this book from this filthy rich old man being entirely honest, and I thought I should just learn from his experience. ... So if what I’m doing seems weird, it’s because I took his advice to heart and I’ve quit the game.
The proudest achievement of my life at that time was that software. Wonderfully organized, extensible, and efficient: the culmination of everything I’d learned about programming in ten years. After a successful relaunch and Christmas rush, I was looking at my plan for 2008 and beyond. All my plans needed a huge effort for little reward, but were required for future growth. I had broken it into about 20 projects, each taking 2 to 12 weeks. But I wasn’t excited about any of them.
Do you have a big visionary master plan for how the world will work in twenty years? Do you have massive ambitions to revolutionize your industry? Don’t feel bad if you don’t. I never did. A year and a half after starting CD Baby, it was just me and John, my first employee, running it out of my house. One night, I decided I should think more about the long-term future of this thing. I sat with my diary for a few hours of introspection. Afterwards, I wrote John an email that went like this: “I think there’s a chance that this thing might be huge one day, so we better start preparing for that now. I mean some day, we might have a thousand artists. We might need a third employee! We’d need three computers, and need to figure out how to network them together. We might even need to start moving CDs into the garage, since eventually they might fill up the living room. Yes, I know it sounds grandiose, but I think things are headed that way.” Years later, after I had 100,000 artists and 85 employees, John would often get a good laugh out of this letter I sent him in 1999. Journalists would ask, “What’s your long-term goal?” I’d say, “I don’t have one. I surpassed my goals long ago. I’m just trying to help musicians with whatever they need today.” So please don’t think you need a huge vision. Just stay focused on helping people today.
More on failure & regret
- What has been your biggest disappointment? 369 answers
- Who most deserves an apology from you, and why? 209 answers
- If you could edit your past, what would you change? 205 answers
- What is the worst thing anyone has said to you? 124 answers
- Which moment embarrassed you most? 124 answers
- What is the hardest thing that has happened to you, and what did you carry out of it? 39 answers
Also answered this
Henry R. Kravis, Charlie Munger, Carlos Slim Helú, Larry Ellison, Warren Buffett, Howard Schultz
Search the directory for somebody in particular.
Explore further
- All failure & regret questions
- Explore the archive — by field, age, era, and subject